Control of hydrogen bonding in the design of new diol lattice inclusion compounds

Abstract

In order to be able to predict and then synthesize new lattice inclusion compounds with the helical tubuland diol host structure, the hydrogen bonding modes of a range of bicyclic and tricyclic diols have been studied using X-ray crystallography. Several distinct types of lattice structure have been recognized. Steric factors play a major role in determining which of these is produced in a given case. Establishment of a series of structural rules provides a window of opportunity for duplication of the helical tubuland host lattice by deliberate design and synthesis. New inclusion compounds resulting from this approach are presented.